Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life’s most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

Take a look inside 50 Marine Road, a legacy home located in the heart of Milton. This sprawling estate features 6 bedrooms, 4 full baths, and 2 half baths across 6,500 square feet of masterfully crafted living space. Situated on over an acre, the property offers a pool oasis in the backyard, ideal for both relaxation and entertaining. Inside, you'll find exquisite woodwork finishes and expansive rooms that perfectly balance luxury and comfort. This is your chance to own a piece of timeless elegance in a truly exceptional location! Come take a look; rarely does a property of this stature come to market! Here's your chance!

A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a spa-style bath, custom cabinetry/closets and attached sunroom, perfect for quiet mornings and serene evenings. Elevated finishes and craftsmanship are showcased throughout, highlighted by a chef’s kitchen with Wolf double oven, built-in Miele coffee machine and striking marble and custom concrete countertops. Three bedrooms upstairs offer flexibility. The estate includes a detached 3-car barn-style garage with game room, plus a newly built garage connected by a slate-accented portico. A heated in-ground pool and cabana complete this private, resort-like setting. A truly exceptional offering.

This is the Milton Hill home you have been waiting for! Character abounds and the gardens are stunning. The layout flexes with whatever stage of life walks through it. The first floor is anchored by fireplaces. There is a gas fireplace in each of the living spaces and a wood burning fireplace in the dining room, so the main level has four different places to gather and each one has a reason to sit down. Ceilings are high, windows are tall, and the original detail is still here. The kitchen is ready for its next chapter, and the footprint is the gift. There is genuine room to work with, enough for the island, the second sink, and the double ovens without borrowing an inch from anywhere else. Six bedrooms and four baths across three levels give every generation a floor of its own, whether that means a guest suite, a home office with a door that closes, a playroom, or all three. Wood floors run under the second floor carpeting. The primary has its own bath. The rest of the baths are all in working order and ready to take whatever finishes you have in mind. The systems have been handled. The home has been converted to gas, and mini splits run throughout, so every level stays comfortable through a July afternoon and a January night without a single window unit. Then there is the yard, and it is the moment. Water spills over a waterfall into the pool, the flower gardens frame it, and the stone tower of St. Michael's Church rises just beyond the property line. It reads like a courtyard in Europe and it sits on one of Milton's most recognizable streets. The equipment behind it is all new, with a new filter system, a new heater, and new pumps, so the season starts when you say it does and runs as long as you want it to. The gardens have been planted and tended for years, the kind of maturity you cannot buy new. They climb the stone terraces behind the pool with steps winding up through the beds. A deck off the back steps down to the terrace and the pool patio, and a walkout below sits a few steps from the water with a full fifth bathroom right there, so nobody tracks through the house in a wet suit. Pines and cedars close the property in on all sides. Outdoor living here is not a patio and a grill. It is a destination. Minutes to Milton Village, the Trolley to the Red Line, Milton Academy, Cunningham Park, the Blue Hills, and downtown Boston.

Some homes are built for a moment. This one is built for a lifetime. Step inside and find room to spread out, room to gather, and room to grow into. Two fireplaced living rooms set the tone for cozy nights in, while a dedicated den offers a quiet spot to unwind or work from home. The kitchen anchors the main living space, with a shared dining room bringing everyone together at the end of the day. Upstairs, four bedrooms include a true en suite retreat, and two and a half baths keep mornings easy no matter how full the house gets. Downstairs, a bonus rec room adds even more flexibility, whether that's a home gym, a movie room, or a space to make entirely your own.A separate suite with its own kitchen, living room, sun porch, den, two bedrooms and a full bath adds rare versatility. Use it for multigenerational living, a home office, or long term guests. However life changes, this home adapts with you.Then step outside. The property abuts the Blue Hills Reservation, 7,000 acres of protected conservation land with more than 125 miles of trails, ponds, and the highest ground in Greater Boston. Hike Great Blue Hill in the fall, ski it in the winter, spend summer weekends on the water. Most buyers pay for a view of open space. Here it starts at the property line, and it will never be built on.Best of both worlds: wake up in the woods, and be in downtown Boston in 13 miles. Built to last. Built for the long haul.

Come visit us this weekend at The Residences at Kinsale Lane, located on Fairmount Hill, Hyde Park on the Milton line. All the benefits and advantages of city living and services in a dynamic newly constructed cul-de-sac, offering privacy and eight new custom luxury homes. These new homes feature cutting edge open floor plan design with attached two car garages, 3/4 bedrooms, stunningly appointed bathrooms and chef's kitchens. Cozy up to the fireplace, or outside on the private deck and wonderful backyard. No detail has been overlooked and you'll dream of future expansion possibilities with unfinished vaulted 3rd floor spaces and ample additional unfinished space in the basements. Come check out the Residences at Kinsale Lane and see all that we have to offer. WE HAVE 5 OF THE 8 HOMES UNDER AGREEMENT. COME CHECK OUT THE 3 REMAINING PLANS FOR 6, 7, AND 8 !!!

Exceptional opportunity to own this expansive/never ending home with over 4000 sf on a dead-end street. Featuring 7 bedrooms, 5 full baths, and a legal in-law apartment. Spacious living and dining areas offer room to entertain. The main level provides an open floor plan, seamlessly integrating the living, dining, and kitchen areas. The kitchen is equipped with stainless steel appliances and ample counter space, ideal for meal preparation. The spacious primary bedroom features ample natural light, en suite bath and generous closet space. All the bathrooms are well-appointed, with modern fixtures and finishes. The property offers multiple living and entertaining spaces, providing flexibility to suit diverse preferences. Residents can enjoy the outdoors through the expansive windows and multiple access points to the yard. There is nothing to do but move In! Ideally located near the MBTA and all the major routes.

Only the second owners have ever called this house home, and that kind of stewardship is impossible to fake. It shows in every room. Warm floors, generous light, and rich original woodwork greet you at the door and carry through the main level. The kitchen was updated a decade ago with choices that were timeless then and still feel current now, the mark of an owner who renovated for the long haul rather than the trend. Out front, a welcoming porch looks across the street to the park, the kind of spot where mornings slow down and neighbors stop to talk. Out back, a patio sits level with both the house and the yard, an easy flow from kitchen to grill to pool. The pool itself was renovated three years ago, with a dedicated changing room right off the deck. Four well proportioned bedrooms anchor the sleeping level, while the finished attic adds flexible space above and two dedicated offices mean working from home never means working from the dining table.

Pride of ownership abounds in this lovingly maintained center entrance colonial home featuring nine rooms with three bedrooms and 1 and 1/2 baths. The welcoming foyer leads you to the fireplaced living room and sunny den as well as the formal dining room with two corner hutches and the fully applianced kitchen with the granite countertop and wood cabinets. The beautiful three season room off the kitchen leads to a sunny deck overlooking the back yard and one car garage.Conveniently located near the shops and restaurants of East Milton Square with easy access to the highway for trips into Boston or down to the Cape.Time to make this move in ready home yours for a long time

Get ready to feel right at home at 128 Pleasant Street! Set on a charming corner lot in a convenient Milton location, this bright and welcoming home brings together classic character, easy living, and the kind of everyday comfort buyers love. Step inside and you’re greeted by sun-filled rooms, well-maintained hardwood floors, and a warm, natural flow that makes the home feel instantly inviting. The open dining area leads right into a bright kitchen with recessed lighting and new stainless steel appliances, creating the perfect setup for weeknight dinners, weekend hosting, and everything in between. With four bedrooms, ductless mini-split A/C, comfortable living space, and a three-season porch that adds the perfect spot for morning coffee or a quiet evening unwind, there’s room here to spread out and enjoy. Out back, a wood deck overlooks the yard and garden space, offering just the right setting for grilling, relaxing, and making the most of the seasons. Bright, charming, well cared for, and wonderfully convenient — 128 Pleasant Street is the kind of Milton home that feels good from the moment you walk in. Come see for yourself!